12.62 Devise a synthesis of each compound from the indicated starting material, organic compounds containing one or two carbons, and any other required reagents. a. C. H-CEC-H OH b. d. H-C C- | H. (+ enantiomer)

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can you solve 12.62. It says " devise a synthesis of each compound from the indicated starting material,organic compounds containing one or two carbons, and any other requried reagents." 

510
Chapter 12 Oxidation and Reduction
Devise a synthesis of compound A from the given starting materials. You may use any other inoganic reagents or organic
alcohols. A was used to prepare aliskiren, a drug used to treat hypertension (see also Problem
12.61
5.7).
CH30.
Но.
CHO
Br
CH30
CH30
Br
Br
NH2
OH
CH30.
H2N.
CH30
aliskiren
12.62 Devise a synthesis of each compound from the indicated starting material, organic compounds containing one or two carbons,
and any other required reagents.
OH
a.
C. H-C C-H
b be
AMinebi rast
b.
d. H-C C-H
H.
(+ enantiomer)
12.63
Devise a synthesis of each compound from the indicated starting material. You may use any other needed organic or
inorganic reagents.
Br
a. НО
b.
OH
HO.
12.64 Devise a synthesis of (3R,4S)-3,4-dichlorohexane from acetylene and any needed organic compounds or inorganic reagents.
12.65 Devise a synthesis of each compound from CH3CH2OH as the only organic starting material; that is, every carbon in the
product must come from a molecule of ethanol. You may use any other needed inorganic reagents.
OH
a.
b.
C.
OH
12.66 Devise a synthesis of A from the three starting materials given. You may use any other needed organic or inorganic reagents.
HO
Spectroscopy
Problems 12.67 and 12.68 are intended for students who have already learned about spectroscopy in Chapters A-C.
Treatment of alcohol A (molecular formula CgH120) with CrO3, H2SO4, and H20 affords B with molecular formula CsH1,0.
which gives an IR absorption at 1718 cm. The 'H NMR spectrum of B contains the following signals: 1.10 (doublet, 6 H).
2.14 (singlet, 3 H), and 2.58 (septet, 1 H) ppm. What are the structures of A and R1
12.67
Transcribed Image Text:510 Chapter 12 Oxidation and Reduction Devise a synthesis of compound A from the given starting materials. You may use any other inoganic reagents or organic alcohols. A was used to prepare aliskiren, a drug used to treat hypertension (see also Problem 12.61 5.7). CH30. Но. CHO Br CH30 CH30 Br Br NH2 OH CH30. H2N. CH30 aliskiren 12.62 Devise a synthesis of each compound from the indicated starting material, organic compounds containing one or two carbons, and any other required reagents. OH a. C. H-C C-H b be AMinebi rast b. d. H-C C-H H. (+ enantiomer) 12.63 Devise a synthesis of each compound from the indicated starting material. You may use any other needed organic or inorganic reagents. Br a. НО b. OH HO. 12.64 Devise a synthesis of (3R,4S)-3,4-dichlorohexane from acetylene and any needed organic compounds or inorganic reagents. 12.65 Devise a synthesis of each compound from CH3CH2OH as the only organic starting material; that is, every carbon in the product must come from a molecule of ethanol. You may use any other needed inorganic reagents. OH a. b. C. OH 12.66 Devise a synthesis of A from the three starting materials given. You may use any other needed organic or inorganic reagents. HO Spectroscopy Problems 12.67 and 12.68 are intended for students who have already learned about spectroscopy in Chapters A-C. Treatment of alcohol A (molecular formula CgH120) with CrO3, H2SO4, and H20 affords B with molecular formula CsH1,0. which gives an IR absorption at 1718 cm. The 'H NMR spectrum of B contains the following signals: 1.10 (doublet, 6 H). 2.14 (singlet, 3 H), and 2.58 (septet, 1 H) ppm. What are the structures of A and R1 12.67
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